Book Holiday Homes in Harpswell

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Featured Holiday Homes in Harpswell

Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

Boothbay Harbor
Stay at this vacation home in Boothbay Harbor. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Opera House at Boothbay Harbor and ...
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

2 out of 5
Boothbay
Stay at this vacation home in Boothbay. Enjoy a garden, laundry facilities, and patios. Popular attractions Hodgdon Island and Coastal Maine Botanical Gardens ...
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer
1BR Guest Suite w/Private Bath & Entrance. Best Value in Town!

1BR Guest Suite w/Private Bath & Entrance. Best Value in Town!

Bath
The price is NZ$276 per night from 7 Aug to 8 Aug
NZ$276
7 Aug - 8 Aug
includes taxes & fees
Stay at this vacation home in Bath. Enjoy free WiFi. Popular attractions Chocolate Church and Markings Gallery are located nearby.
1BR Guest Suite w/Private Bath & Entrance. Best Value in Town!
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Captain's House 2BR Apartment. Walk to Everything!

Captain's House 2BR Apartment. Walk to Everything!

Bath
The price is NZ$440 per night from 24 Aug to 25 Aug
NZ$440
24 Aug - 25 Aug
includes taxes & fees
Stay at this vacation home in Bath. Enjoy free WiFi, a garden, and patios. Popular attractions Chocolate Church and Markings Gallery are located nearby.
Captain's House 2BR Apartment. Walk to Everything!
NEW! Coveside! Designer decor, waterfront, AC, 2 Bedroom in Harpswell.

NEW! Coveside! Designer decor, waterfront, AC, 2 Bedroom in Harpswell.

Harpswell
Stay at this vacation home in Harpswell. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Brunswick Town Commons and Paddleworks are located ...
NEW! Coveside! Designer decor, waterfront, AC, 2 Bedroom in Harpswell.
Sunny Modern Oasis in Portland’s Trendy East End

Sunny Modern Oasis in Portland’s Trendy East End

Portland
Stay at this vacation home in Portland. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Thompson's Point and Maine Mall ...
Sunny Modern Oasis in Portland’s Trendy East End
Elegant and efficient Island home 4 miles from downtown Portland

Elegant and efficient Island home 4 miles from downtown Portland

Portland
Book a stay at this family-friendly vacation home in Portland. Enjoy a fitness center, laundry facilities, and tennis courts. Popular attractions Thompson's ...
Elegant and efficient Island home 4 miles from downtown Portland
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

2 out of 5
Portland
Book a stay at this golf vacation home in Portland. Enjoy free WiFi, a beach locale, and in-room fireplaces. Popular attractions Thompson's Point and Maine Mall ...
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
Charming 110-year former Inn 10' from the Ocean!

Charming 110-year former Inn 10' from the Ocean!

South Portland
Book a stay at this beach vacation home in South Portland. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Thompson's Point and Maine ...
Charming 110-year former Inn 10' from the Ocean!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Harpswell Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Harpswell vacation homes are the perfect way for you to wing it.

Holiday houses in Harpswell let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Harpswell in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Harpswell adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Harpswell with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Harpswell vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Harpswell Holiday Homes essential information

Accommodation
701 Holiday Homes
Lowest Price
NZ$202
Highest Price
NZ$440
Popular accommodation
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor, Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer, 1BR Guest Suite w/Private Bath & Entrance. Best Value in Town!, Captain's House 2BR Apartment. Walk to Everything!, NEW! Coveside! Designer decor, waterfront, AC, 2 Bedroom in Harpswell., Sunny Modern Oasis in Portland’s Trendy East End, Elegant and efficient Island home 4 miles from downtown Portland, Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN., Charming 110-year former Inn 10' from the Ocean!

Top trending hotels in Harpswell

Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is NZ$284 per night from 11 Aug to 12 Aug
NZ$284
11 Aug - 12 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Clarion Hotel Portland
Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is NZ$202 per night from 28 Aug to 29 Aug
NZ$202
28 Aug - 29 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Days Inn by Wyndham Airport/Maine Mall
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is NZ$385 per night from 1 Sept to 2 Sept
NZ$385
1 Sept - 2 Sept
includes taxes & fees
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the bar and the helpful staff in ...
The Westin Portland Harborview
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Comfort Inn Airport

Comfort Inn Airport

2.5 out of 5
90 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is NZ$247 per night from 1 Sept to 2 Sept
NZ$247
1 Sept - 2 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
Comfort Inn Airport
Don't see what you're looking for?
See all available properties in Harpswell
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.